Process of making dialkyl carbinols.



- IIs UNITED I STATES Patented December 27, 1904.

PATENT OFFICE.

FRITZ HOFMANN, OF ELBERFELD, GERMANY, ASSIGNOR TO FARBENFAB- I,

N EW YORK.

RIKEN or ELBERFELD com, or NEWYORK, N. Y A CORPORATION-OF. Y

PROCESS OF MAKING DIALK YL CA RBINOLS.

SPECIFICATION forming part of Letters Patent N0. 778,243, dated December 27, 1904.

Application filed May 21,1904- Serial No. 209,122.

To an whom it may concern: Be it known that I, FRITZ HOFMANN, doctor of philosophy, chemist, residing at Elberfeld, Germany, (assignor to the FARBENFABRIKEN 5 or ELBERFELD COMPANY, of New York,) have invented a new and useful Improvement in New Processes of Preparing Dialkyl Carbinols Derived from-Gyclocitriliden Acetic Acid; and I hereby declare the following to be a 1 clear and exact description of my invention. My invention relates to the production of the dialkyl carbinols derived from cyclocitriliden acetic acid having the following general formula:

searches these bodies can be producedby first treating the known oyclocitriliclen acetic acid of theformula 'o rn halogen Mg ether (X meaning an alkyl radical), and then decomposing with water or acids the resulting bodies,

produced by the interaction of these additional compounds with cyclocitriliden acetic acid or its salts. It is preferable to employ 5 a surplus of the additional compounds of halogen alkyl magnesium and an ether.

In carrying out my process practically I can proceed as follows, the parts being by weight:

. Into a vessel provided with a reflux condenser,

a stirrer, and a dropping-funnel and containing twenty-four parts of magnesium filings a mixture of ninety-five parts of methyl bromid and three hundred parts of ether (free from water) is dropped while cooling. A reaction sets in and the magnesium dissolves, the production of the additional compound having the formula then distilled in acurrent of-steam. The oil entrained with the steam dissolves in the ether at first distilled over. The resulting ethereal solution is separated from the Water, dried over anhydrous sulfate of sodium, the ether is driven off, and the residue is distilled in 5 1200240. The known dimethyl carbinol derived from cyclocitriliden acetic acid thus obtained having the formula on. X G (111513 oH oH-cH:oH-o-oH passes over at centigrade under twenty millimeters pressure. It is a limpid oil having a smellof violets. On using the additional product obtained from ethyl bromid or iodid and other the Corresponding diethyl carbinol results.

Having now described my invention and in what manner the same is to be performed, what I claim as new,.and desire to secure by Letters Patent, is

1.- The new process for producing the dialkyl carbinols derived from cyclocitriliden acetic acid having the abovegiven general formula, which process consists in first treating cyclocitriliden acetic acid with the additional products of halogen alkyl magnesium and an ether having the above-given general formula, and then decomposing the resulting compounds, substantially as hereinbefore described.

2. The new process for producing the dialkyl carbinols derived from. cyclocitriliden acetic acid having the abovegiven general formula, which process consists in first treating salts of cyclocitriliden acetic acid with the additional product-s of halogen alkyl magnesium and an ether having the above-given general formula, and then decomposing the resulting compounds, substantially as hereinbefore described.

3. The new process for producing the dimethyl carbinol derived from cyclocitriliden acetic acid having the above-given formula, which process consists in first treating cyclocitriliden acetic acid with the additional compound of magnesium methyl bromid and other having the above-given formula, and then docomposing the resulting compound, substantially as hereinbefore described.

In testimony whereof I have signed my n ame in the presence of two subscribing witnesses.

FRTTZ HOFMANN.

WVitnesses:

Orro KoNIG, J. A. RITTERSHAUS. 

